House Sitting in Winscott
Find a loving house sitter to watch over your pets and your home.

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Top rated Winscott house sitters

“Leeann was awesome !! The attention to detail with all my dogs needs was great. Loved all the photos she sent along with entertaining my dogs. Definitely will be a repeat customer !”



“Jennifer watched our pups over night at our home and did such an amazing job! She is very passionate about what she does and you can tell she has a lot of love for dogs. My dogs instantly fell in love with her and I felt safe leaving them in her hands. We will definitely be using her services again!”

“Trusted Karina with our dogs! Missed them tremendously but assured they were in good hands. Appreciated the pictures during our trip, that was a plus!! Will definitely use her again!!”


About: I have years of experience raising puppies and fostering rescues. I have taken courses in animal science. I have over 4 years experience in house sitting animals. I am available any day. I would prefer to sit in your home as my home has 2 large dogs who are scared of the world. My goal is to make all of your travel needs easy and keep your pets calm by providing in home care. I would prefer to not bring animals into my own home as my dogs are afraid of everything. I can provide references for in home sitting if desired

“Sherrie was AMAZING and my dog (Jasper) absolutely loved her. This is the first time I had to use a house/pet sitter and I was so nervous prior to meeting Sherrie. I have only ever left my dog with family members because he is my world and I had no reservations leaving him in Sherrie's care. She came highly recommended by my neighbor and I now know why. She sent me updates multiple times a day and took such great care of my boy. She also left my house immaculately clean! Jasper I and can't wait to have her back soon! I cannot recommend Sherrie and her services enough.”


About: I’ve been caring for dogs since I was a little girl. Growing up, animals were always a part of my life, and dogs have held a special place in my heart. Over the years, I’ve gained a lot of hands-on experience—whether it’s feeding, walking, playing, cleaning up after them, or simply giving them love and attention. Friends and neighbors have seen how much I care for animals, and they trust me to look after their dogs whenever they go out of town. I’ve had the joy of dog-sitting many times, always making sure each pup feels safe, well-cared-for, and loved. I treat every dog like they’re my own, because I know how much they mean to their family. Although I work a part-time job, I make sure to dedicate plenty of quality time to care for my fur babies each day. Before heading to work, I take my dogs for a walk, ensure they’re well-fed, and that they have fresh water and everything they need to feel comfortable while I’m away. When I return home, one of our favorite routines is heading to the dog park. It gives us time to bond, play, and unwind together. Caring for my dogs isn’t just a responsibility—it’s something I genuinely enjoy and prioritize every single day. Dog and cat owners can trust me because I care for every pet with the same love and dedication I give to my own. With years of hands-on experience caring for both dogs and cats, I understand their unique needs—whether it’s daily walks and playtime for dogs or quiet companionship and gentle care for cats. Despite working part-time, I prioritize spending quality time with my fur babies, making sure they’re fed, hydrated, exercised, and emotionally supported. This commitment extends to every pet I care for, ensuring they feel safe, happy, and loved while their owners are away. Friends and neighbors have trusted me to care for their furry family members, confident that I treat each pet like my own. You can trust that your dogs and cats will receive responsible, compassionate care in my hands.

“Mikayla was great with my two pups. At the meet and greet, she asked great questions that I hadn’t even considered. She communicated great while I was away and I had two happy girls (and a house that was the same as I left it) when I returned. One of them even went looking for her when I got home, so I think I’ve been replaced. Will absolutely have her over again!”



About: Hi! My name is Carly and I'm an animal behavior graduate with experience as both a veterinary assistant and farm hand. I have experience with all breeds, all energy types, and all behavior levels! I currently share my home with three Malinois and a variety of houseplants. There's never been a dog I couldn't handle, and with other animal experiences such as horses, cows, goats, and pigs, I'm pretty much ready for anything. I can administer medication, take dogs on walks, train, clip nails, bathe, check up on, board, do pet photography sessions, and transport your beloved pets if and when you need. I can't wait to meet your furry companion! -Carly I currently work full time - 5:30am to 2:30 pm, but come home on lunch at 12 to potty dogs and let everyone get their zoomies out! With great attention to detail and the ability to adapt on the fly, I keep pets safe in my home by consistently monitoring all interactions. My dogs are crate trained, and we have the ability to gate off rooms/living areas to keep everyone safe and happy! Use of ring cameras during work hours, and my husband works remote so he has an extra set of eyes/ears on animals in our home. Our yard is securely fenced with a six foot fence, shaded, and there is no pool access.

About: I've taken care of pets for friends, family, neighbors and love doing it! It's important for your pets to have love and attention for when you are away. I can administer medication, take on walks, play, or just hangout. I currently work part time and take college class part time. I am typically out of the house on week days, but home on weekends. I watch or go outside with them to make sure they can't go out of the fence, and can put them in a crate if needed while I'm away.

About: I fell that not all doggos are treated with the love that they deserve. Since I currently don't have a doggo, I want to gain the experience of helping others with their babies. That way when I get my pack, I'll be ready for anything they try to throw at me. I've also had 2 dogs growing up who out lived there natural lifespan over 2x. They were both pitbulls, but they had the purest souls on the planet, and they truly felt like my children. They were my heart and soul and it hurt me to have to let go of them so early. I still think about them both everyday in hopes that I can carry the kindness of their hearts to other people.

About: My name is Kara, I work from home part time. I LOVE animals, I have dogs, horses, and a cat. I have had my boxer since she was 4 weeks old and she passed away after a wonderful 13 years together. June and Dory are a new addition to our family, June adopted us in 2023 and Dory joined us in 2024. They do like their cage from time to time but they mainly roam where they want because this is their house too since they have a doggy door. I also have a 2 year old and a 6 year old that LOVES animals (gets that from me). I have my pups on a schedule for feeding, feed them once in the morning and second time in the evening. My dogs don’t have a potty schedule due to us having a doggy door but im open to follow any set schedule that anyone has their pet on. I’m experienced, trusting, and a huge animal lover! Your family member will be greatly taken care of! I work from home part time so I am very flexible when it comes to handling other priorities or responsibilities. It also allows me to be more present with my babies whether human or with fur lol If I board at my house, they will be able to roam the house unless you wish for them to crate at night. I have a backyard with a privacy fence with no holes for any to be an escape artist. If I’m traveling to a clients home, I would of course be respectful of their place and go about any routine they would like.

About: Hi, I’m Sian! I was a devoted dog mom for 10 wonderful years, caring for two amazing pups—one who bravely faced cancer and another with an enlarged heart. After they passed, I continued fostering dogs through a local rescue, helping pups of all sizes and personalities adjust, heal, and find loving homes. Use this unique link and promo code to book your stay and receive $20 off your first booking with me. Link: https://www.rover.com/sit/sianc Promo Code: SIANC72105 While dogs have always been a big part of my life, I love cats too! I understand their unique personalities and know how to build trust with shy or independent kitties. Whether it’s quiet companionship, playtime, or keeping routines steady while you’re away, I’m happy to give your cat the attention they need. I’m experienced with senior pets, administering oral medications, and adapting to each pet’s individual needs. I treat every animal like family—with patience, respect, and genuine affection. I’m currently on a work sabbatical, so my schedule is super flexible for all things furry! I’m available most mornings, evenings, and weekends for walks, drop-ins, and overnight stays. I’ve spent years caring for my own senior dogs and fostering rescue pups, so I’m very comfortable with pets who need extra TLC—whether that’s meds, mobility support, or just a little more patience. From quick visits to overnight snuggles, I’m here to make your pet feel safe, loved, and totally at home! When I’m caring for pets in a client’s home, I treat it like my own—with respect, cleanliness, and lots of love for their furry family member. I follow your pet’s routine as closely as possible, from feeding schedules and walk times to playtime and cuddle preferences. I also make sure to keep things tidy, give regular updates with photos, and always leave your home as I found it (or better!). Whether your pet loves fetch or prefers quiet naps, I’m there to make them feel safe, loved, and stress-free while you’re away.
Loving house sitters in your neighborhood
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Leeann P.Star Sitter

“Leeann was awesome !! The attention to detail with all my dogs needs was great. Loved all the photos she sent along with entertaining my dogs. Definitely will be a repeat customer !”


Josey G.

“Josey did a great job and provided lots of flexibility as well as great care for our little ones. Some great photos of the pups while they were hanging together!!”


Mike H.

“Very pleased with service. When we met Mike, we could tell he was an animal lover. Dogs seemed to be very happy with him and would be glad to use him again.”


Lynda W.

“Lynda agreed to sitter on a very short notice. The dogs were well taken care of as well as the house and all out plants.”


Bianca C.

“So amazing! Sent pictures and reassured every day”




Jennifer T.

“Jennifer watched our pups over night at our home and did such an amazing job! She is very passionate about what she does and you can tell she has a lot of love for dogs. My dogs instantly fell in love with her and I felt safe leaving them in her hands. We will definitely be using her services again!”




Lori S.

“We cannot recommend Lori enough. She takes fantastic care of our elderly cat and our home. Thank you Lori for helping to make our vacations stress free!”


Karina Q.Star Sitter

“Trusted Karina with our dogs! Missed them tremendously but assured they were in good hands. Appreciated the pictures during our trip, that was a plus!! Will definitely use her again!!”


Kaiden M.
“Kaiden pet sits for us on a regular basis, our dogs are always well cared for and love when he comes over to play with them!”


Sherrie W.

“Sherrie was AMAZING and my dog (Jasper) absolutely loved her. This is the first time I had to use a house/pet sitter and I was so nervous prior to meeting Sherrie. I have only ever left my dog with family members because he is my world and I had no reservations leaving him in Sherrie's care. She came highly recommended by my neighbor and I now know why. She sent me updates multiple times a day and took such great care of my boy. She also left my house immaculately clean! Jasper I and can't wait to have her back soon! I cannot recommend Sherrie and her services enough.”


Bryanna G.
“Bryanna G. is a fantastic dog sitter who provides safe, loving care and excellent customer service. She has cared for my pets on several occasions, and I’ve always been impressed by her attentiveness, patience, and genuine love for animals. Bryanna goes the extra mile to ensure each pet feels comfortable and happy, and she communicates clearly and promptly. Her warm personality and responsible nature make her someone I trust completely with my furry family members.”


Mikayla G.

“Mikayla was great with my two pups. At the meet and greet, she asked great questions that I hadn’t even considered. She communicated great while I was away and I had two happy girls (and a house that was the same as I left it) when I returned. One of them even went looking for her when I got home, so I think I’ve been replaced. Will absolutely have her over again!”




Carly M.
About: Hi! My name is Carly and I'm an animal behavior graduate with experience as both a veterinary assistant and farm hand. I have experience with all breeds, all energy types, and all behavior levels! I currently share my home with three Malinois and a variety of houseplants. There's never been a dog I couldn't handle, and with other animal experiences such as horses, cows, goats, and pigs, I'm pretty much ready for anything. I can administer medication, take dogs on walks, train, clip nails, bathe, check up on, board, do pet photography sessions, and transport your beloved pets if and when you need. I can't wait to meet your furry companion! -Carly I currently work full time - 5:30am to 2:30 pm, but come home on lunch at 12 to potty dogs and let everyone get their zoomies out! With great attention to detail and the ability to adapt on the fly, I keep pets safe in my home by consistently monitoring all interactions. My dogs are crate trained, and we have the ability to gate off rooms/living areas to keep everyone safe and happy! Use of ring cameras during work hours, and my husband works remote so he has an extra set of eyes/ears on animals in our home. Our yard is securely fenced with a six foot fence, shaded, and there is no pool access.


Annabelle C.
“Annabelle is my goto dog sitter when I am out of town. She has taken care of my dogs for the last couple of years. She is very reliable and responsible. She sends pictures and texts me with any concerns. I highly recommend her for house/pet sitting needs. My dogs love her and you will too!”


Emmie M.

“Emmie was awesome and took great care of our doggos while we were away!”


Alyssa G.

“Alyssa was awesome and very good with sending us pics and videos daily! Our boys had a great time with her and would definitely use her again!”


Jefe C.
About: I fell that not all doggos are treated with the love that they deserve. Since I currently don't have a doggo, I want to gain the experience of helping others with their babies. That way when I get my pack, I'll be ready for anything they try to throw at me. I've also had 2 dogs growing up who out lived there natural lifespan over 2x. They were both pitbulls, but they had the purest souls on the planet, and they truly felt like my children. They were my heart and soul and it hurt me to have to let go of them so early. I still think about them both everyday in hopes that I can carry the kindness of their hearts to other people.


Kara F.
“I left my dog with her for a week and she took excellent care of my baby. I will definitely book again! She sent pictures and updates and asked questions when she wasn’t sure of something regarding his care. I also met her other pups and they all got along great! Thank you for taking care of my Beau!”


Faith T.

“Faith did such an amazing job. She followed instructions perfectly. My animals loved her. She was great with all 4 of them. I will definitely be booking her again!!!!! THANK YOUU”


Sian C.
“I recommend Sian without hesitation as a dog sitter. When we were neighbors, I saw first hand the love and care she gave to her dogs. She was patient, kind and very attentive to them. I would totally trust my dog with Sian. I wish we still lived close by!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winscott on Rover as of Aug 2025 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 1,062 house sitters in Winscott. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Winscott house sitters respond in under an hour.
House sitters in Winscott have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winscott.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winscott house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
